IVAS 2022 banner
IVES 9 IVES Conference Series 9 IVAS 9 IVAS 2022 9 Hemisynthesis, NMR Characterization and UHPLC-Q-Orbitrap /MS² identification of (+)-Catechin oxidation products in red wines and grape seed extracts

Hemisynthesis, NMR Characterization and UHPLC-Q-Orbitrap /MS² identification of (+)-Catechin oxidation products in red wines and grape seed extracts

Abstract

(+)-Catechin—laccase oxidation dimeric standards were hemi-synthesized using laccase from Trametes versicolor in a water-ethanol solution at pH 3.6. Eight fractions corresponding to eight potential oxidation dimeric products were detected. The fractions profiles were compared with profiles obtained with two other oxidoreductases: polyphenoloxidase extracted from grapes and laccase from Botrytis cinerea. The profiles were very similar, although some minor differences suggested possible dissimilarities in the reactivity of these enzymes. Five fractions were then isolated and analyzed by 1D and 2D NMR spectroscopy. The addition of traces of cadmium nitrate in the samples solubilized in acetone-d6 led to fully resolved NMR signals of phenolic protons, allowing the unambiguous structural determination of six reaction products, one of the fractions containing two enantiomers. These products were then analyzed in grape seed extracts and red wines (UHPLC-Q-Orbitrap MS). The different dimers had different fragmentation patterns according to their interflavan linkage position. Oxidation dimeric compounds had a specific fragment ion at m/z 393, missing for B-Type dimers fragmentations. A fragment ion at m/z 291 occurred and was specific for oxidation dimeric compounds with a C-O-C linkage. Higher level oxidation products had abundant specific fragments: m/z 425, 397 and 245. These fragmentations were useful to identify them in complex samples such as grape seed extracts and wines. Three grape varieties and three ripening stages were selected and the corresponding seed extracts were obtained. The analyses revealed an increasing trend for the oxidation markers during grape ripening. The analysis of Syrah wines (2018, 2014, 2010) showed a decreasing trend of these molecules during wine ageing which might be due to further oxidation.

DOI:

Publication date: June 23, 2022

Issue: IVAS 2022

Type: Article

Authors

Saucier Cedric1, Deshaies Stacy1, Le Guernevé Christine1,2, Sommerer Nicolas1,2, Garcia Lucas Suc François1, Mouls Laetitia1

1SPO, Université de Montpellier, INRAE, Institut Agro, UMR SPO, Faculté de Pharmacie, 15 avenue Charles Flahault, 34000 Montpellier, France
2INRAE, PROBE Research Infrastructure, PFP Polyphenol Facility, 34060 Montpellier, France

Contact the author

Keywords

wine, grape, polyphenol,oxidation, catechin

Tags

IVAS 2022 | IVES Conference Series

Citation

Related articles…

Exploring the mechanisms underpinning grapevine susceptibility to esca in a range of Vitis vinifera L. cultivars

Grapevine susceptibility to fungal diseases, including the vascular disease esca, is a major threat for wine productivity and vineyard perennity worldwide.

EFFECTS OF INDUCED SUNBURN DAMAGES ON WHITE WINE PROPERTIES

Climate change is a great challenge for the environment and affects the wine industry as well. Sunburn damage of sensitive grapes increase with severe heat periods. Besides significant loss of yield sunburn, modifies sensory properties of the wines and may cause climate-related off-flavours. To initiate sunburn in a controlled way, in 2021 sunburn was directly induced in the vineyard with the GrapeBurner device, exposing grapes of the varieties Riesling and Pinot Blanc with UV and IR radiation. This device was first assembled by Kai Müller of the university in Geisenheim and consists of a carriage with 6 UV/IR lamps. A 15 min irradiation was applied in early September at 60°Oe. Due to the colder season in 2021 the grapes were not harmed by previous sunburn damage.

Comparative study of qualitative and quantitative characters of grape cultivar ‘Mavrodafni’ (Vitis vinifera L.) grown in different regions of the PDO Mavrodafni Patras

‘Mavrodafni’ (Vitis vinifera L.) is considered one of the oldest grapevine cultivars indigenous to the Greek vineyard, with western Peloponnese being its primary center of cultivation. ‘Renio’ is considered to be either a variant of ‘Mavrodafni’ or an altogether different cultivar. Both ‘Mavrodafni’ and ‘Renio’ can be found in the vineyards of the centers of cultivation, since ‘Renio’ is considered to be more productive compared to ‘Mavrodafni’, and for this reason, it has gradually replaced ‘Mavrodafni’ from cultivation over the course of time. The aim of the present study was to assay the mechanical properties, the polyphenolic content and the antioxidant capacity of skin extracts and must of berries coming from ‘Mavrodafni’ and ‘Renio’, cultivated in the same vineyard as well as in the different regions of cultivation of the PDO Mavrodafni Patras.

Modernizing wine legislation for a resilient and competitive industry: lessons from Republic of Moldova’s legal and policy reforms

The evolution of Republic of Moldova’s wine industry offers a compelling case study in how legal harmonization and institutional reform can catalyze the transformation of a national wine sector.

Reconnaissance des vins de terroir par les consommateurs

Approaching the notion of terroir wines at the level of consumption poses a problem due to the absence of a regulatory definition of the term terroir, which is not taken up either at Community level or at national level (the Consumer Code in particular does not define not the land). However, whatever definition is adopted for the terroir, we can retain at the consumer level an identification of the terroir through the different geographical mentions appearing on the labels or on the shelves of the wine shelf.